Suggestions by @jameseller

W.S. Van Dyke

as Best Director 1935 in Oscars Do-over

Clark Gable

as Best Actor 1935 in Oscars Do-over

Bette Davis

as Best Actress 1935 in Oscars Do-over

David Copperfield

as Best Picture 1936 in Oscars Do-over

John Ford

as Best Director 1936 in Oscars Do-over

Paul Muni

as Best Actor 1936 in Oscars Do-over

Claudette Colbert

as Best Actress 1936 in Oscars Do-over

Romeo and Juliet (1936)

as Best Picture 1937 in Oscars Do-over

William Wyler

as Best Director 1937 in Oscars Do-over

William Powell

as Best Actor 1937 in Oscars Do-over

Irene Dunne

as Best Actress 1937 in Oscars Do-over

Walter Brennan

as Best Supporting Actor 1937 in Oscars Do-over

Alice Brady

as Best Supporting Actress 1937 in Oscars Do-over

A Star Is Born (1937)

as Best Picture 1938 in Oscars Do-over

William Wellman Jr.

as Best Director 1938 in Oscars Do-over

Fredric March

as Best Actor 1938 in Oscars Do-over

Greta Garbo

as Best Actress 1938 in Oscars Do-over

Ralph Bellamy

as Best Supporting Actor 1938 in Oscars Do-over

Anne Shirley

as Best Supporting Actress 1938 in Oscars Do-over

Jezebel

as Best Picture 1939 in Oscars Do-over